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Oh, I had this problem too, the thing is, there are many things you must do to get this working, however none are hard. First off, your new textures must be JPEG format, with sides of powers of 2, like 2, 4, 8, 16, 32, 64, 128, 256, 512, 1024, 2048, 4092, etc. but I'd try to stay under 1024, cause even 256x256 is usually acceptable, although I use a lot at 512x512 too, and you can mix these, such as 256x512 is acceptable too.
Then, you put these in /base/textures/<mapname>, and then when you play it you have to type SV_PURE 0 in console before you load your map or it will only look in the .pk3's for textures (of course you don't have to do sv_pure 0 after you have packaged your map).
I use a program called IrfanView, along with MS Paint, to do my work on textures, although almost any imaging program resizes.
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